Hydroxyamine hydrochloride → 5-Chloro-8-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

HRID 1099102노트

반응식

HRID 1099102 반응식
Cl.[NH2:2]O.C(=O)(O)[O-].[Na+].[Cl:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([NH:19]C(=O)OCC)=S)[C:13]([O:25][CH3:26])=[CH:12][N:11]=1>O.C(O)(C)(C)C.C(=O)([O-])[O-].[Na+].[Na+]>[Cl:9][C:10]1[N:15]2[N:19]=[C:17]([NH2:2])[N:16]=[C:14]2[C:13]([O:25][CH3:26])=[CH:12][N:11]=1

참가 물질

7

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 56949522Ethyl [(2-chloro-5-methoxypyrimidin-4-yl)amino]carbonothioylcarbamate

생성물 1

HCID 569495765-Chloro-8-methoxy[1,2,4]triazolo[1,5-c]pyrimidin-2-amine

시약·촉매·용매 3

HCID 10340Sodium Carbonate촉매HCID 962Water용매HCID 6386tert-Butanol용매

실험 절차

Hydroxylamine hydrochloride (280 mg, 4 eq), and sodium bicarbonate (210 mg, 2.5 eq) were combined in water (5 mL) and stirred for 5 minutes. Ethyl [(2-chloro-5-methoxy-pyrimidin-4-yl)amino]carbonothioylcarbamate (2) (290 mg, 1.0 mmol), suspended in t-butanol (15 mL) was added at room temperature. The reaction was stirred at room temperature for 5 hours, and then treated with 10 drops of saturated aqueous sodium carbonate solution. The reaction slurry was then filtered, and the product solids washed with water and dried to obtain the title compound as a off white solid (330 mg, 83%) that was identical in HPLC retention to previously described 5-chloro-8-methoxy[1,2,4]triazolo-[1,5-c]pyrimidin-2-amine (4).

후처리

  1. additionwas added at room temperature
  2. stirringThe reaction was stirred at room temperature for 5 hours
  3. filtrationThe reaction slurry was then filtered
  4. washthe product solids washed with water
  5. customdried

출처 및 근거

ORD 기록
ord-722ab01c9bff4b6fb722599ef2d5abc5
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143395B2

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